P
US7429597B2ExpiredUtilityPatentIndex 41

Substituted nitrogen-containing heterobicycles, the preparation thereof and their use as pharmaceutical compositions

Assignee: BOEHRINGER INGELHEIM PHARMAPriority: Dec 23, 2002Filed: Dec 18, 2003Granted: Sep 30, 2008
Est. expiryDec 23, 2022(expired)· nominal 20-yr term from priority
Inventors:PRIEPKE HENNINGPFAU ROLANDGERLACH KAIRIES UWEWIENEN WOLFGANGBAUER ECKHARTNAR HERBERT
A61P 41/00C07D 401/14C07D 487/04C07D 401/12C07D 409/12C07D 405/14C07D 417/14C07D 495/04C07D 417/12C07D 471/04C07D 409/14C07D 403/12C07D 403/14
41
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Claims

Abstract

The present invention relates to new substituted nitrogen-containing heterobicyclic compounds of general formula wherein B, X 1 to X 3 and R 1 to R 5 are defined as in claim 1, the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable properties. The compounds of the above general formula I as well as the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, and their stereoisomers have valuable pharmacological properties, particularly an antithrombotic activity and a factor Xa-inhibiting activity.

Claims

exact text as granted — not AI-modified
1. A substituted nitrogen-containing heterobicyclic compound of formula 
       
         
           
           
               
               
           
         
       
       wherein
 R 1  denotes a 2,5-dihydro-1H-pyrrol-1-yl-carbonyl, pyrrolidin-1-yl-carbonyl, 2-(aminomethyl)-pyrrolidin-1-yl-carbonyl, 2-(N-tert.-butyloxycarbonylaminomethyl)-pyrrolidin-1-yl-carbonyl, 3-oxo-piperazin-1-yl-carbonyl, morpholin-4-yl-carbonyl, carboxy, 3-aminomethyl-pyrrolidin-1-yl-carbonyl, thiazolidin-3-yl-carbonyl, 3-aminomethyl-pyrrolidin-1-yl-carbonyl, pyrazolidin-3-on-1-yl-carbonyl, pyrrolidin-2-ylmethylamino-carbonyl, 1-tert.-butyloxycarbonyl-pyrrolidin-2-yl-methylamino-carbonyl, 2-(acetylamino-methyl)-pyrrolidin-1-yl-carbonyl, 2-(pyrrolidin-1-yl-methyl)-pyrrolidin-1-yl-carbonyl, 2-(tert.-butyloxycarbonyl-aminomethyl)-thiazolidin-1-yl-carbonyl, 2-(pyridin-4-yl)-pyrrolidin-1-yl-carbonyl, 2-aminomethyl-thiazolidinyl-carbonyl, 2-(methanesulphonyl-aminomethyl)-pyrrolidin-1-yl-carbonyl, 2-acetaminomethyl-thiazolidin-1-yl-carbonyl, 5,6,7, 8-tetrahydro -[1,2,4]triazolo[4,3a]pyridin-4-yl, 2-(pyridin-4-yl)-thiazolidin-3-yl-carbonyl, 2-(2,2,2-trifluorethyl)-thiazolidin-3-yl-carbonyl, 2-(2-aminoethyl)-pyrrolidin-1-yl-carbonyl, 2-ethoxycarbonyl-piperidin-1-yl-carbonyl, 4,5,6,7-tetrahydro-thieno[3,2-c]pyridin-5-yl-carbonyl, 2-benzhydryl-pyrrolidin-1-yl-carbonyl, [1,4]diazepan-1-yl-carbonyl, 2-(2-ethoxycarbonyl-ethyl)-piperidin-1-yl-carbonyl, 2-methylaminocarbonyl-pyrrolidin-1-yl-carbonyl, 3-(3-diethylamino-propyl)-piperidin-1-yl-carbonyl, 4-methyl-piperidin-1-yl-carbonyl, 2-(phenylaminomethyl)-pyrrolidin-1-yl-carbonyl, 2-benzyl-pyrrolidin-1-yl-carbonyl, 3-hydroxy-piperidin-1-yl-carbonyl, 2-dimethylaminocarbonyl-pyrrolidin-1-yl-carbonyl, piperidin-1-yl-carbonyl, 4-oxo-piperidin-1-yl-carbonyl, 4-methylene-piperidin-1-yl-carbonyl, 2-methyl-piperidin-1-yl-carbonyl, 2-benzyloxycarbonyl-pyrrolidin-1-yl-carbonyl, N-(3-amino-propyl)-N-ethyl-amino-carbonyl, N-cyclopropyl-N-methylamino-carbonyl, 2-methoxymethyl-pyrrolidin-1-yl-carbonyl, 3-(1H-benzimidazol-2-yl)-piperidin-1-yl]-carbonyl, 3-dimethylamino-pyrrolidin-1-yl-carbonyl, 2,5-dimethyl-2,5-dihydro-1H-pyrrol-1-yl)-carbonyl, 2-isopropyl-pyrrolidin-1-yl-carbonyl, 2-aminomethyl-piperidin-1-yl-carbonyl], 3-aminomethyl-piperidin-1-yl-carbonyl, 2-ethoxycarbonyl-pyrrolidin-1-yl-carbonyl, 3-(dimethylamino-methyl)-piperidin-1-yl-carbonyl, 2-(2-phenyl-ethyl)-pyrrolidin-1-yl-carbonyl, 2-(pyridin-2-yl)-pyrrolidin-1-yl-carbonyl, 2-(2-amino-ethyl)-piperidin-1-yl-carbonyl, 4-acetyl-piperazin-1-yl-carbonyl, N-(2-amino-ethyl)-N-ethyl-amino-carbonyl, 2-(pyridin-3-yl)-piperidin-1-yl-carbonyl, 2,5-dimethyl-pyrrolidin-1-yl-carbonyl, 4-aminocarbonyl-piperidin-1-yl-carbonyl, 4-hydroxy-piperidin-1-yl-carbonyl, 2-ethoxycarbonyl-piperidin-1-yl-carbonyl, 1-(1,4,6,7-tetrahydro-pyrazolo [4,3]pyridin-5-yl)-carbonyl, 2,5-dimethoxymethyl-pyrrolidin-1-yl-carbonyl, 2-methoxycarbonyl-pyrrolidin-1-yl-carbonyl, pyrazolidin-1-yl-carbonyl, 1-oxo-thiomorpholin-4-yl-carbonyl, 2-[(N-butyl-N-ethyl-amino)-methyl]-piperidin-1-yl-carbonyl, N-ethyl-N-(piperidin-4-yl)-aminocarbonyl, 4-formyl-piperazin-1-yl-carbonyl, 2-(2-dimethylamino-ethyl)-piperidin-1-yl-carbonyl, 2-(2-diethylamino-ethyl)-piperidin-1-yl-carbonyl, 1,4,6,7-tetrahydro-imidazo[4,5-c]pyridin-5-yl-carbonyl, 3,6-dihydro-2H-pyridin-1-yl-carbonyl, 2-[(N-butyl-N-methyl-amino)-methyl]-piperidin-1-yl-carbonyl, 2-methyl-morpholin-4-yl-carbonyl, thiomorpholin-4-yl-carbonyl, 2-(2-amino-ethyl)-piperidin-1-yl-carbonyl, 2-ethyl-piperidin-1-yl-carbonyl, 3 -amino-pyrrolidin-1-yl-carbonyl, 4-trifluoromethyl-piperidin-1-yl-carbonyl, 3-[4-(pyrrolidin-1-yl)-butyl]-pyrrolidin-1-yl-carbonyl, 2-[(N-methyl-N-(pyridin-2-ylmethyl)-amino)-methyl]-piperidin-1-yl-carbonyl, 4-hydroxy-piperazin-1-yl-carbonyl, 3-(pyrrolidin-1-ylmethyl)-piperidin-1-yl-carbonyl, 2-diethylaminomethyl-piperidin-1-yl-carbonyl, 2-(4-diethylamino-butyl)-piperidin-1-yl-carbonyl, 2-hydroxymethyl-pyrrolidin-1-yl-carbonyl, 2-(N-ethyl-N-methyl-aminomethyl)-piperidin-1-yl-carbonyl, 2-aminocarbonyl-pyrrolidin-1-yl-carbonyl, 2-(4-methyl-piperazin-1-ylmethyl)-piperidin-1-yl-carbonyl, 2-methoxymethyl-pyrrolidin-1-yl-carbonyl, 2-(3-dimethylamino-propyl)-piperidin-1-yl-carbonyl, 2-diethylaminocarbonyl-piperidin-1-yl-carbonyl, 2-[(N-cyclohexyl-N-methyl-amino)-methyl]-piperidin-1-yl-carbonyl, 2-piperidin-1-ylmethyl-piperidin-1-yl-carbonyl, 2-(1-methyl-1H-pyrazol-4-yl)-thiazolidinyl -carbonyl or 6,7,8,9-tetrahydro-[1,2,4]triazolo[4,3-a]pyridin-4-yl- group, 
 R 2  denotes a hydrogen, fluorine, chlorine or bromine atom, a C 1-3 -alkyl group wherein the hydrogen atoms may be wholly or partly replaced by fluorine atoms, a C 2-3 -alkenyl, C 2-3 -alkynyl, nitro, amino, C 1-3 -alkoxy, a mono-, di- or trifluoromethoxy group,  
 R 3  denotes a hydrogen atom or a C 1-3 -alkyl group, 
 R 4  denotes a hydrogen atom, a methyl, propyl, 2-methylsuiphanyl-ethyl, 2-methylsuiphonyl-ethyl, hydroxymethyl, 2-carboxyethyl, 2-benzyloxycarbonyl-ethyl, 2-methoxy-ethyl, 2-methylsulphinyl-ethyl, tert.-butyloxycarbonylmethoxy-methyl, 2-ethoxycarbonyl-ethyl, carboxymethoxy-methyl, o-chlorophenyl, p-chlorophenyl, methoxymethyl, 2-diethyl -aminocarbonyl-ethyl, 2-propargyloxycarbonyl-ethyl, 2-(pyrrolidin-1-yl-carbonyl)-ethyl, 2-[N-methyl-N-piperidin-4-yl-amino]-carbonyl-ethyl, 2-[4-methyl-piperazin-1-yl]-carbonyl-ethyl, 2-(C-piperidin-4-yl-methylamino)-carbonyl-ethyl, 2-(N-benzyl-N-methyl-amino)-carbonyl-ethyl, 3 -tert.-butyloxycarbonyl-propyl, 2-benzyloxycarbonylamino-ethyl, 2-[(1,2,3,4-tetrahydroisoquinolin-1-yl)-carbonyl-ethyl, 2-(benzylamino-carbonyl)-ethyl, 2-[(N-methyl-N-phenethyl-amino-carbonyl)-ethyl, 2-(hydroxyethylamino-carbonyl)-ethyl, 2-[(C-pyridin-3-yl-methylamino-carbonyl)-propyl, 2-[(1-oxa-3,8-diaza-spiro[4.5]decan-2-on-8-yl)-carbonyl]-ethyl, 2-(morpholin-4-yl-carbonyl)-ethyl, 2-(C-cyclohexyl-methylamino-carbonyl)-ethyl, 2-(methoxyethylamino-carbonyl)-ethyl, 2-(dimethylaminoethyl-amino-carbonyl)-ethyl, 2-(cyclopropylamino-carbonyl)-ethyl, 2-[C-2-tetrahydrofuran-2-yl-methylamino-carbonyl)-ethyl, 2-(dimethylaminopropylamino-carbonyl)-ethyl, 2-(aminoethylamino-carbonyl)-ethyl, 2-(hydroxycarbonylmethyl-methyl-amino-carbonyl)-ethyl, 2-((3-(pyrrolidin-2-on-1-yl)-propyl)-amino-carbonyl)-ethyl, 2-[(1-[1,3,5]triazin-2-yl-piperidin-4-ylamino)-carbonyl]-ethyl, 2-[(2-imidazol-1-yl-ethylamino)-carbonyl)-ethyl, 2-[C-(1H-imidazol-2-yl)-methylamino-carbonyl)-ethyl, 2-(2,2,2-trifluoroethylamino-carbonyl)-ethyl,  2-[N-(2-dimethylamino-ethyl)-N-methyl-amino-carbonyl]-ethyl, 2-[1-phenyl-ethylamino-carbonyl]-ethyl, 2-[2-(4-methyl-piperazin-1-ylmethyl)-piperidin-1-yl-carbonyl]-ethyl, 2-(N-aminocarbonylmethyl-N-methyl-amino-carbonyl)-ethyl, 2-(4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridin-5-yl-carbonyl)-ethyl, 2-(1-oxo-thiomorpholin-4-yl-carbonyl)-ethyl, 2-(N-dimethylaminocarbonylmethyl-N-methyl-amino-carbonyl)-ethyl, 2-(N -hydroxycarbonylethyl-N-methyl-amino-carbonyl)-ethyl, 2-[C-(1-methyl-1H-imidazol-2-yl)-methylamino-carbonyl)-ethyl, 2-(N-piperidin-2-yl-aminocarbonyl)-ethyl, 2-[C-(tetrahydropyran-4-yl)-methylamino-carbonyl]-ethyl, 2-(4-hydroxypiperidin-1-yl-carbonyl)-ethyl, 2-[C-(pyridin-4-yl)-methylamino-carbonyl]-ethyl, 2-(N-methylaminocarbonylmethyl-N-methyl-amino-carbonyl)-ethyl, 2-[N-(2-(1H)-imidazol-4-yl)-ethyl-N-methyl-amino-carbonyl]-ethyl, 2-(1-thiazolidin-3-yl-carbonyl)-ethyl, 2-(N-cyclopropyl-N-methyl-amino-carbonyl)-ethyl, 2-(cyclopentylamino-carbonyl)-ethyl, 2-(N-piperidin-4-yl-aminocarbonyl)-ethyl, 2-[C-(pyridin-2-yl)-methylamino-carbonyl]-ethyl, 2-(4-thiazol-2-yl-piperazin-1-yl-carbonyl)-ethyl, 2-(piperidin-1-yl-carbonyl)-ethyl, 2-amino-ethyl, thiophen-3-yl, 2-(2-oxo-pyrrolidin-1-yl)-ethyl, 2-(1,1-dioxo-isothiazolidin-2-yl)-ethyl, isopropylcarbonyloxy-methyl, 3-carboxy-propyl, 2-methylsulphonylamino-ethyl, methylsulphanyl-methyl, benzyloxy-methyl, 2-[2-(pyridin-4-yl-amino)-ethylamino-carbonyl]-ethyl, but-3-yn-1-yl, 1-methoxy-ethyl, 1-tert.-butyloxy-ethyl or 1-hydroxy-ethyl group, 
 R 5 denotes a hydrogen atom or a C 1-3 -alkyl group or  
 R 4  and R 5  together with the carbon atom to which they are bound denote a C 3-7 -cycloalky group, wherein
 one of the methylene groups of the C 3-7 -cycloalkyl group may be replaced by an imino, C 1-3 -alkylimino, acylimino or suiphonylimino group, 
 
 B denotes a benzimidazole of the formula 
 
       
         
           
           
               
               
           
         
       
       wherein
   n denotes the number 1 or 2,   R 6  denotes a hydrogen atom or a C 1-3 -alkyl, hydroxy, amino, C 1-3 -alkylamino group,   R 7  denotes a hydrogen, fluorine, chlorine or bromine atom, a C 1-3 -alkyl group wherein the hydrogen atoms may be wholly or partly replaced by fluorine atoms, a C 2-3 -alkenyl or C 2-3 -alkynyl, a hydroxy, C 1-3 -alkoxy, trifluoromethoxy or cyano group, and    
 X 1  and X 3  are N, 
 X 2  is a CH group optionally substituted by a C 1-3 -alkyl group, 
 unless otherwise stated the alkyl and alkoxy groups contained in the above definitions which have more than two carbon atoms may be straight-chain or branched and the alkyl groups in the above-mentioned dialkylated groups may be identical or different, 
 and the hydrogen atoms of the methyl or ethyl groups contained in the above-mentioned definitions may be wholly or partly replaced by fluorine atoms, 
 the tautomer, the diastereomer, the enantiomer, mixtures thereof and the salt thereof.  
 
     
     
       2. The compound of formula I according to  claim 1  selected from the following compounds, or a tautomer, stereoisomer or salt thereof:
 (2) 6-chloro-4-[C-(5-chloro-1H-benzimidazol-2-yl)-methylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (3) 4-[C-(5-chloro-1H-benzimidazol-2-yl)methylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (4) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (5) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(2-tert.-butyloxycarbonyl-aminomethyl-pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (6) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(2-aminomethyl-pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (7) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(morpholin-4-yl-carbonyl)-quinazoline, 
 (8) 6-chloro-4-[1-(S)-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(piperazin-3-on-1-yl-carbonyl)-quinazoline,  
 (9) 6-chloro-4-[1-(S)-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (10) 6-chloro-4-[1-(S)-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (18) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R)-2-tert.-butyloxycarbonyl-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (19) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R)-2-amino-methyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (20) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-hydroxy-ethylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (21) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-hydroxy-ethylamino]-7-[(2R)-2-tert.-butyloxycarbonyl-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (22) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-hydroxy-ethylamino]-7-[(2R)-2-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline,  
 (23) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2S)-2-tert.-butyloxycarbonyl-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (24) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2S)-2-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (25) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-hydroxycarbonylpropylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (26) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-benzyloxycarbonylpropylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (27) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulphanyl-propylamino]-7-[(2R)-2-tert.-butyloxycarbonyl-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (28) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulphanyl-propylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (29) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methoxy-propylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline,  
 (30) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methanesulphonyl-propylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (31) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulphanyl-propylamino]-7-[(2R)-2-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (32) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methanesulphinyl-propylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (33) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-benzyloxycarbonylpropylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (34) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-hydroxy-ethylamino]-7-(piperazin-3-on-1-yl-carbonyl)-quinazoline, 
 (35) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methanesulphinyl-propylamino]-7-[(2R)-2-tert.-butyloxycarbonyl-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (36) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-hydroxycarbonyl-quinazoline,  
 (37) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(3-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (38) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-benzyloxycarbonylpropylamino]-7-[(2S)-2-tert.-butyloxycarbonyl-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (39) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-hydroxycarbonylpropyl-amino]-7-[(2S)-2-tert.-butyloxycarbonyl-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (40) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-hydroxycarbonylpropyl-amino]-7-[(2S)-2-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (41) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methanesulphonyl-propylamino]-7-[(2R)-2-tert.-butyloxycarbonyl-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (42) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methanesulphonyl-propylamino]-7-[(2R)-2-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (43) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(thiazolidin-3-yl-carbonyl)-quinazoline,  
 (44) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-(tert.-butyloxycarbonyl-methoxy)-ethylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (45) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-ethoxycarbonylpropylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (46) 4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-6-methyl-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (47) 4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-6-methyl-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (48) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(3S)-3-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (49) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-(hydroxycarbonylmethoxy)-ethylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (50) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methanesulphinyl-propylamino]-7-[(2R)-2-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline,  
 (51) 4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulphanyl-propylamino]-6-methyl-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (52) 6-bromo-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (53) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-ethoxycarbonylpropyl-amino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (54) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(pyrazolidin-3-on-1-yl-carbonyl)-quinazoline, 
 (55) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulphanyl-propylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (56) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-1-(2-chloro-phenyl)-methylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (57) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-1-(3-chloro-phenyl)-methylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline,  
 (58) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-butylamino]-7-(2,5-dihdropyrrol-1-yl-carbonyl)-quinazoline, 
 (59) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulphanyl-propylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (60) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (61) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-diethylaminocarbonyl-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (62) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-(pyrrolidin-1-ylcarbonyl)-propylamino]-7-[(2R)-pyrrolidin-2-ylmethylamino-carbonyl]-quinazoline, 
 (63) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-[N-methyl-N-piperidin-4-yl-amino]-carbonyl-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (64) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-[4-methyl-piperazin-1-yl]-carbonyl-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline,  
 (65) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(C-piperidin-4-yl-methylamino)-carbonyl-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (66) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(N-benzyl-N-methyl-amino)-carbonyl-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (67) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methanesulphonyl-propylamino]-1-oxy-7-[(2R)-2-tert.-butyloxycarbonyl-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (68) 4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-allyloxycarbonylpropyl-amino]-6-methyl-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (69) 6-bromo-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-allyloxycarbonylpropyl-amino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (70) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (71) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-4-(tert.-butyloxycarbonyl)-butyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline,  
 (72) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-4-(tert.-butyloxycarbonyl)-butyl-amino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (73) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-benzyloxycarbonyl-propylamino]-7-[(2R)-(1-tert.-butyloxycarbonyl-pyrrolidin-2-yl-methylamino)-carbonyl]-quinazoline, 
 (74) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methanesulphonyl-propylamino]-1-oxy-7-[(2R)-2-aminomethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (75) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R)-2-(acetylamino-methyl)-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (76) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2S)-2-(pyrrolidin-1-yl-methyl)-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (77) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(tert.-butyloxycarbonyl-aminomethyl)-thiazolidin-1-yl-carbonyl]-quinazoline, 
 (78) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(pyridin-4-yl)-pyrrolidin-1-yl-carbonyl]-quinazoline,  
 (79) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-aminomethyl-thiazolidinyl-carbonyl]-quinazoline, 
 (80) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methanesulphonyl-propylamino]-7-[(2R)-2-(methanesulphonyl-aminomethyl)-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (81) 6-chloro-4-[(1S)-3-(benzyloxycarbonyl-amino)-1-(5-chloro-1H-benzimidazol-2-yl)-propyl-amino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (82) 7-(2-acetaminomethyl-thiazolidin-1-yl-carbonyl)-6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-quinazoline, 
 (83) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[(1,2,3,4-tetrahydroisoquinolin-1-yl)-carbonyl-propyl-amino]}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (84) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(benzylamino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (85) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[(N-methyl-N-phenethyl-amino-carbonyl)-propyl-amino]}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline,  
 (86) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(hydroxyethylamino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (87) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[(C-pyridin-3-yl-methylamino-carbonyl)-propyl-amino]}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (88) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[(1-oxa-3,8-diaza-spiro[4.5]decan-2-on-8-yl)-carbonyl]-propyl-amino}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (89) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(morpholin-4-yl-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (90) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(C-cyclohexyl-methylamino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (91) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(methoxyethylamino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (92) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(dimethylaminoethyl-amino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline,  
 (93) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(cyclopropylamino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (94) 6-chloro-4-{(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-[C-(2R/S)-tetrahydrofuran-2-yl-methylamino-carbonyl)-propyl-amino]}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (95) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(dimethylaminopropylamino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (96) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(aminoethylamino-carbonyl)-propyl-amino]-7-(pyrrolidin-1 -yl-carbonyl)-quinazoline, 
 (97) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(hydroxycarbonylmethyl-methyl-amino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (98) 6-chloro-4-{[1-(5-chloro-1H-benzimidazol-2-yl)-3-((3-(pyrrolidin-2-on-1yl)-propyl)-amino-carbonyl)-propyl-amino]}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (99) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[(1-[1,3,5]triazin-2-yl-piperidin-4-ylamino)-carbonyl]-propyl-amino}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline,  
 (100) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[(2-imidazol-1-yl-ethylamino)-carbonyl)-propyl-amino]}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (101) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[C-(1H-imidazol-2-yl)-methylamino-carbonyl)-propyl-amino]}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (102) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(2,2,2-trifluoroethylamino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (103) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[N-(2-dimethylamino-ethyl)-N-methyl-amino-carbonyl]-propyl-amino}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (104) 6-chloro-4-{(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-[(1R/S)-1-phenyl-ethylamino-carbonyl]-propyl-amino}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (105) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[2-(4-methyl-piperazin-1-ylmethyl)-piperidin-1-yl-carbonyl]-propyl-amino}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (106) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(N-aminocarbonylmethyl-N-methyl-amino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline,  
 (107) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridin-5-yl-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (108) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(1-oxo-thiomorpholin-4-yl-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (109) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(N-dimethylaminocarbonylmethyl-N-methyl-amino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (110) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(N-hydroxycarbonylethyl-N-methyl-amino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (111) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[C-(1-methyl-1H-imidazol-2-yl)-methylamino-carbonyl)-propyl-amino]}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (112) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(N-piperidin-2-yl-aminocarbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (113) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[C-(tetrahydropyran-4-yl)-methylamino-carbonyl]-propyl-amino}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline,  
 (114) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(4-hydroxypiperidin-1-yl-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (115) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[C-(pyridin-4-yl)-methylamino-carbonyl]-propyl-amino}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (116) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(N-methylaminocarbonylmethyl-N-methyl-amino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (117) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[N-(2-(1H)-imidazol-4-yl)-ethyl)-N-methyl-amino-carbonyl]-propyl-amino}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (118) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(1-thiazolidin-3-yl-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (119) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(N-cyclopropyl-N-methyl-amino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (120) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(N-cyclopropylmethyl-N-methyl-amino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline,  
 (121) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(cyclopentylamino-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (122) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(N-piperidin-4-yl-aminocarbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (123) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[C-(pyridin-2-yl)-methylamino-carbonyl]-propyl-amino}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (124) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(4-thiazol-2-yl-piperazin-1-yl-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (125) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-3-(piperidin-1-yl-carbonyl)-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (126) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-amino-propyl-amino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (127) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-hydroxycarbonyl-propylamino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline,  
 (128) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3a]pyridin-4-yl)-quinazoline, 
 (129) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-1-(thiophen-3-yl)-methylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (130) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-(2-oxo-pyrrolidin-1-yl)-propyl-amino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (131) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-(1,1-dioxo-isothiazolidin-2-yl)-propyl-amino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (132) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-isopropylcarbonyloxy-ethylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (133) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-4 -(hydroxycarbonyl)-butylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (134) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(pyridin-4-yl)-thiazolidin-3-yl-carbonyl]-quinazoline,  
 (135) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(2,2,2-trifluorethyl)-thiazolidin-3-yl-carbonyl]-quinazoline, 
 (136) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methanesulphonylamino-propyl-amino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (137) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methylsulphanyl-ethylamino]-7-(2, 5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (138) 4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-6-methoxy-quinazoline, 
 (139) 7-[(2S)-2-(2-aminoethyl)-pyrrolidin-1-yl-carbonyl]-6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-quinazoline, 
 (140) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-ethoxycarbonyl-piperidin-1-yl-carbonyl]-quinazoline, 
 (141) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(4,5,6,7-tetrahydro-thieno[3,2-c]pyridin-5-yl-carbonyl)-quinazoline,  
 (142) 7-[(2S)-2-benzhydryl-pyrrolidin-1-yl-carbonyl]-6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-quinazoline, 
 (143) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-([1,4]diazepan-1-yl-carbonyl)-quinazoline, 
 (144) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(2-ethoxycarbonyl-ethyl)-piperidin-1-yl-carbonyl]-quinazoline, 
 (145) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2S)-2-methylaminocarbonyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (146) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(3R/S)-3-(3-diethylamino-propyl)-piperidin-1-yl-carbonyl]-quinazoline, 
 (147) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(4-methyl-piperidin-1-yl-carbonyl)-quinazoline, 
 (148) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2S)-2-(phenylaminomethyl)-pyrrolidin-1-yl-carbonyl]-quinazoline,  
 (149) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-benzyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (150) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(3R/S)-3-hydroxy-piperidin-1-yl-carbonyl]-quinazoline, 
 (151) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2S)-2-dimethylaminocarbonyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (152) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(piperidin-1-yl-carbonyl)-quinazoline, 
 (153) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(4-oxo-piperidin-1-yl-carbonyl)-quinazoline, 
 (154) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(4-methylene-piperidin-1-yl-carbonyl)-quinazoline, 
 (155) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-methyl-piperidin-1-yl-carbonyl]-quinazoline,  
 (156) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-benzyloxycarbonyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (157) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[N-(3-amino-propyl)-N-ethyl-amino-carbonyl]-quinazoline, 
 (158) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(N-cyclopropyl-N-methylamino-carbonyl)-quinazoline, 
 (159) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(2-oxo-piperazin-4-yl-carbonyl)-quinazoline, 
 (160) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2S)-2-methoxymethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (161) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2)-2-(phenylaminomethyl)-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (162) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-{1-[(3R/S)-3-(1H-benzimidazol-2-yl)-piperidin-1-yl]-carbonyl}-quinazoline,  
 (163) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(3R/S)-3-dimethylamino-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (164) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2,5-dimethyl-2,5-dihydro-1H-pyrrol-1-yl)-carbonyl]-quinazoline, 
 (165) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-isopropyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (166) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-aminomethyl-piperidin-1-yl-carbonyl]-quinazoline, 
 (167) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(3R/S)-3-aminomethyl-piperidin-1-yl-carbonyl]-quinazoline, 
 (168) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R)-2-ethoxycarbonyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (169) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[3-(dimethylamino-methyl)-piperidin-1-yl-carbonyl]-quinazoline,  
 (170) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(2-phenyl-ethyl)-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (171) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(pyridin-2-yl)-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (172) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(2-amino-ethyl)-piperidin-1-yl-carbonyl]-quinazoline, 
 (173) 6-chloro-4-[l -(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(4-acetyl-piperazin-1-yl-carbonyl)-quinazoline, 
 (174) 6-chloro-4-[ 1 -(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[N-(2-amino-ethyl)-N-ethyl-amino-carbonyl]-quinazoline, 
 (175) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(pyridin-3-yl)-piperidin-1-yl-carbonyl]-quinazoline, 
 (176) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S),(5R/S)-2,5-dimethyl-pyrrolidin-1-yl-carbonyl]-quinazoline,  
 (177) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(4-aminocarbonyl-piperidin-1-yl-carbonyl)-quinazoline, 
 (178) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(4-hydroxy-piperidin-1-yl-carbonyl)-quinazoline, 
 (179) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-ethoxycarbonyl-piperidin-1-yl-carbonyl]-quinazoline, 
 (180) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[1-(1,4,6,7-tetrahydro-pyrazolo[4,3]pyridin-5-yl)-carbonyl]-quinazoline, 
 (181) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(2R, 5S-dimethoxymethyl-pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (182) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-methoxycarbonyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (183) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(pyrazolidin-1-yl-carbonyl)-quinazoline,  
 (184) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(1-oxo-thiomorpholin-4-yl-carbonyl)-quinazoline, 
 (185) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-{(2R/S)-2-[(N-butyl-N-ethyl-amino)-methyl]-piperidin-1-yl-carbonyl}-quinazoline, 
 (186) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[N-ethyl-N-(piperidin-4-yl)-aminocarbonyl]-quinazoline, 
 (187) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2S)-2-ethoxycarbonyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (188) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(4-formyl-piperazin-1-yl-carbonyl)-quinazoline, 
 (189) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(2-dimethylamino-ethyl)-piperidin-1-yl-carbonyl]-quinazoline, 
 (190) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(2-diethylamino-ethyl)-piperidin-1-yl-carbonyl]-quinazoline,  
 (191) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(1,4,6,7-tetrahydro-imidazo[4,5-c]pyridin-5-yl-carbonyl)-quinazoline, 
 (192) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(3,6-dihydro-2H-pyridin-1-yl-carbonyl)-quinazoline, 
 (193) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-{(2R/S)-2-[(N-butyl-N-methyl-amino)-methyl]-piperidin-1-yl-carbonyl}-quinazoline, 
 (194) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-methyl-morpholin-4-yl-carbonyl]-quinazoline, 
 (195) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(thiomorpholin-4-yl-carbonyl)-quinazoline, 
 (196) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(2-amino-ethyl)-piperidin-1-yl-carbonyl]-quinazoline, 
 (197) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-ethyl-piperidin-1-yl-carbonyl]-quinazoline,  
 (198) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(3R/S)-3-amino-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (199) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(4-trifluoromethyl-piperidin-1-yl-carbonyl)-quinazoline, 
 (200) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-{(3R/S)--[4-(pyrrolidin-1-yl)-butyl]-pyrrolidin-1-yl-carbonyl}-quinazoline, 
 (201) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-{(2R/S)-2-[(N-methyl-N-(pyridin-2-ylmethyl)-amino)-methyl]-piperidin-1-yl-carbonyl}-quinazoline, 
 (202) 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(4-hydroxy-piperazin-1-yl-carbonyl)-quinazoline, 
 (203) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(3R/S)-3-(pyrrolidin-1-ylmethyl)-piperidin-1-yl-carbonyl]-quinazoline, 
 (204) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-diethylaminomethyl-piperidin-1-yl-carbonyl]-quinazoline,  
 (205) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(4-diethylamino-butyl)-piperidin-1-yl-carbonyl]-quinazoline, 
 (206) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R)-2-hydroxymethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (207) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(N-ethyl-N-methyl-aminomethyl)-piperidin-1-yl-carbonyl]-quinazoline, 
 (208) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R)-2-aminocarbonyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (209) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2S)-2-hydroxymethyl-pyrrolidin-1-yl-carbonyl]-quinazoline, 
 (210) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(4-methyl-piperazin-1-ylmethyl)-piperidin-1-yl-carbonyl]-quinazoline, 
 (211) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R)2-methoxymethyl-pyrrolidin-1-yl-carbonyl]-quinazoline,  
 (212) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(3-dimethylamino-propyl)-piperidin-1-yl-carbonyl]-quinazoline, 
 (213) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-diethylaminocarbonyl-piperidin-1-yl-carbonyl]-quinazoline, 
 (214) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-{(2R/S)-2-[(N-cyclohexyl-N-methyl-amino)-methyl]-piperidin-1-yl-carbonyl}-quinazoline, (215) 6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-piperidin-1-ylmethyl-piperidin-1-yl-carbonyl]-quinazoline, 
 (216) 4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-(methylsulphanyl)-propylamino]-6-methoxy-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (217) 4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethylamino]-6-methoxy-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (218) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-(1-methyl-1H-pyrazol-4-yl)-thiazolidinyl-carbonyl]-quinazoline,  
 (219) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethylamino]-7-(thiazolidinyl-carbonyl)-quinazoline, 
 (220) 4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethylamino]-6-methyl-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (221) 4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethylamino]-6-methyl-7-(thiazolidinyl-carbonyl)-quinazoline, 
 (222) 6-bromo-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (223) 6-bromo-4-[(1S)-1-(5-chloro-H-benzimidazol-2-yl)-2-methoxy-ethylamino]-7-(thiazolidinyl-carbonyl)-quinazoline, 
 (224) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-(6,7,8,9-tetrahydro-[1,2,4]triazolo[4,3-a]pyridin-4-yl)-quinazoline, 
 (225) 6-chloro-4-[(1S)-1-(5-chloro-1-methyl-1H-benzimidazol-2-yl)-3-methylsulphonylamino-propylamino]-7-(2,5-dihydropyrrolyl-carbonyl)-quinazoline,  
 (226) 6-chloro-4-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-benzyloxy-ethylamino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)- quinazoline, 
 (227) 6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[2-(pyridin-4-yl-amino)-ethylamino-carbonyl]-propylamino}-7- (pyrrolidin-1-yl-carbonyl)-quinazoline, 
 (228) 4-[(1S)-1-(5-bromo-1H-benzimidazol-2-yl)-2-methoxy-ethylamino]-6-chloro-7-(2,5-dihydropyrrolyl-carbonyl)-quinazoline, 
 (229) 4-[(1S)-1-(5-bromo-1H-benzimidazol-2-yl)-ethylamino]-6-chloro-7-(2,5-dihydropyrrolyl-carbonyl)-quinazoline, 
 (230) 6-bromo-4-[(1S)- 1 -(5-chloro-1H-benzimidazol-2-yl)-but-3-yn-1-yl-amino]-7-(2,5-dihydropyrrol-1-yl-carbonyl)-quinazoline, 
 (231) 4-[(1S,2R)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxy-propylamino]-6-chloro-7-(2,5-dihydropyrrolyl-carbonyl)-quinazoline, 
 (232) 4-[(1S,2S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-tert.-butyloxy-propylamino]-6-chloro-7-(2,5-dihydropyrrolyl-carbonyl)-quinazoline, and  
 (233) 4-[(1S,2S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-hydroxy-propylamino]-6-chloro-7-(2,5-dihydropyrrolyl-carbonyl)-quinazoline. 
 
     
     
       3. A physiologically acceptable salt of the compound according to  claim 1 .  
     
     
       4. A pharmaceutical composition comprising a compound according to  claim 1  together with one or more inert carriers or diluents.

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